On the 26th floor of the Dana Hotel, this rooftop lounge is one of the best party spots in the Chicago hotel bar scene. In the winter, Vertigo turns into an indoor/outdoor ice bar where you can do necessary winter drinking activities like take shots on an ice luge. The rest of the year, it returns to its ultra-luxe penthouse vibe with DJs, bottles of Cristal, buckets of beer, and an outdoor fire pit.